Novel Regioselective Glycosylations for the Convergent and Chemoselective Assembly of Oligosaccharides

Geert-Jan Boons; Tong Zhu

doi:10.1055/s-1997-5767

Synlett 1997; 1997(7): 809-811
DOI: 10.1055/s-1997-5767

letter

© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Novel Regioselective Glycosylations for the Convergent and Chemoselective Assembly of Oligosaccharides

Geert-Jan Boons^* , Tong Zhu

^*School of Chemistry, The University of Birmingham, Edgbaston, Birmingham B15 2TT, UK

Abstract

PDF Download All articles of this category

A novel convergent chemoselective glycosylation methodology based on differences in reactivity between hydroxyl groups of a glycosyl donor and an acceptor was established. A series of di- and trisaccharides were synthesized in good to excellent yields which can be employed as acceptors in a subsequent glycosylation without the need to perform protecting group interconversions. The effectiveness of this methodology has been demonstrated in a highly convergent one-pot multi-step glycosylation yielding 1-4 and 1-6 linked tetra- and hexasaccharide.

chemoselective - glycosylation - oligosaccharides - thioglycosides

PDF (270 kb)